Introduction：Basic information about CAS 552292-08-7|rolapitant, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | rolapitant |
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| CAS Number | 552292-08-7 | Molecular Weight | 500.477 |
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| Density | 1.3±0.1 g/cm3 | Boiling Point | 523.5±50.0 °C at 760 mmHg |
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| Molecular Formula | C25H26F6N2O2 | Melting Point | / |
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| MSDS | / | Flash Point | 270.4±30.1 °C |
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Names
| Name | (5S,8S)-8-[[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]methyl]-8-phenyl-1,9-diazaspiro[4.5]decan-2-one |
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| Synonym | More Synonyms |
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rolapitant BiologicalActivity
| Description | Rolapitant (SCH619734) is a potent, selective and orally active neurokinin NK1 receptor antagonist with a Ki of 0.66 nM. |
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| Related Catalog | Signaling Pathways >>GPCR/G Protein >>Neurokinin ReceptorSignaling Pathways >>Neuronal Signaling >>Neurokinin ReceptorResearch Areas >>Cancer |
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| Target | Ki: 0.66 nM (neurokinin)[1] |
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| In Vitro | Rolapitant has a high affinity for the human NK1 receptor with a Ki of 0.66 nM and high selectivity over the human NK2 and NK3 subtypes of more than 1000-fold, as well as preferential affinity for human, guinea pig, gerbil and monkey NK1 receptors over rat, mouse and rabbit[1]. |
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| In Vivo | Rolapitant reverses NK1 agonist-induced foot tapping in gerbils following both intravenous and oral administration up to 24 hours at a minimal effective dose (MED) of 0.1 mg/kg. Rolapitant is active at 0.1 and 1 mg/kg in both acute and delayed emesis models in ferrets, respectively, consistent with clinical data for other NK1 antagonists. Clinical efficacy of anti-emetics is highly correlated with efficacy in the ferret emesis model, suggesting rolapitant is a viable clinical candidate for this indication[1]. |
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| Kinase Assay | Rolapitant is made at a stock concentration of 1 mM in 100% DMSO. For most receptor binding studies, the stock solution is diluted with the final concentrations ranged from 0.1 to 3 μM. Radioligand concentrations for competition binding studies ranged from 0.5 to 1 nM. For species comparison studies, 150 pM [125I]-BHSP is incubated with varying concentrations of protein (10-50 μg) prepared from gerbil, rabbit and monkey striata, and from cells expressing cloned rat, mouse and guinea pig NK receptors[1]. |
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| References | [1]. Duffy RA, et al. Rolapitant (SCH 619734): a potent, selective and orally active neurokininNK1 receptor antagonist with centrally-mediated antiemetic effects inferrets. Pharmacol Biochem Behav. 2012 Jul;102(1):95-100. |
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Chemical & Physical Properties
| Density | 1.3±0.1 g/cm3 |
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| Boiling Point | 523.5±50.0 °C at 760 mmHg |
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| Molecular Formula | C25H26F6N2O2 |
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| Molecular Weight | 500.477 |
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| Flash Point | 270.4±30.1 °C |
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| Exact Mass | 500.189850 |
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| PSA | 53.85000 |
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| LogP | 4.01 |
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| Vapour Pressure | 0.0±1.4 mmHg at 25°C |
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| Index of Refraction | 1.542 |
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| InChIKey | FIVSJYGQAIEMOC-ZGNKEGEESA-N |
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| SMILES | CC(OCC1(c2ccccc2)CCC2(CCC(=O)N2)CN1)c1cc(C(F)(F)F)cc(C(F)(F)F)c1 |
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| Storage condition | -20℃ |
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Synonyms
| (5S,8S)-8-({(1R)-1-[3,5-Bis(trifluoromethyl)phenyl]ethoxy}methyl)-8-phenyl-1,7-diazaspiro[4.5]decan-2-one |
| UNII-NLE429IZUC |
| 1,7-Diazaspiro[4.5]decan-2-one, 8-[[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]methyl]-8-phenyl-, (5S,8S)- |
| UNII:NLE429IZUC |
| rolapitant |
